Physical and structural properties of [Cu(BOT1)Cl]Cl, a fluorescent imaging probe for HNO

Royzen, M; Wilson, JJ; Lippard, SJ

HERO ID

1565272

Reference Type

Journal Article

Year

2013

PMID

23102502

HERO ID 1565272
In Press No
Year 2013
Title Physical and structural properties of [Cu(BOT1)Cl]Cl, a fluorescent imaging probe for HNO
Authors Royzen, M; Wilson, JJ; Lippard, SJ
Journal Journal of Inorganic Biochemistry
Volume 118
Page Numbers 162-170
Abstract Nitroxyl, or HNO, is involved in a number of important physiological processes, such as vascular relaxation and neuroregulation. Effective imaging tools are required in order to gain a deeper understanding of the in vivo mechanisms of these processes and to identify the endogenous sources of HNO. Here, we further investigate the physical properties of our previously reported fluorescent nitroxyl sensor, [Cu(BOT1)Cl]Cl (J. Am. Chem. Soc. 2010, 132,5536; BOT1 = BODIPY. triazole, a tetradentate ligand). A new high-yielding synthetic procedure for BOT1 is reported. The X-ray crystal structures of two Cu(II) complexes of BOT1 are described. These structural studies show that the BOT1 ligand can form Cu(II) coordination complexes of both square-pyramidal and trigonal-bipyramidal geometries. Cyclic voltammograms of [Cu(BOT1)Cl]Cl were acquired, revealing the presence of a quasi-reversible feature at 130 mV (vs the ferrocene/ferrocenium couple) in MeCN and at -40 mV (vs Ag/AgCl) in aqueous buffer, which is assigned to the Cu-II/Cu-I couple. The reactivity of [Cu(BOT1)Cl]Cl with Angeli's salt, a stable source of HNO, was further investigated. A 1000-fold excess of Angeli's salt elicits an immediate 10-fold emission turn-on response of the sensor, consistent with our previous report. A new observation, reported here, is that the intensity of this turn-on emission diminishes at longer incubation times. Fluorescent imaging of nitroxyl by [Cu(BOT1)Cl]Cl in HeLa cells was carried out Upon treatment of the cells with Angeli's salt, there was a modest 2-fold intracellular turn-on in emission intensity. (C) 2012 Elsevier Inc. All rights reserved.
Doi 10.1016/j.jinorgbio.2012.08.025
Pmid 23102502
Wosid WOS:000313144700022
Is Certified Translation No
Dupe Override No
Comments Source: Web of Science WOS:000313144700022
Is Public Yes
Keyword Cu-II(BOT1); Nitroxyl; Electrochemistry; X-ray structure; Fluorescence microscopy; Synthesis